Search Deals onSleepy Hollow Vacation Packages
Sleepy Hollow Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Greenwich
Price was $611, price is now $510 per person
$510
per person
Dec 30 - Jan 2
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Capitol Theatre and E. Gaynor Brennan Golf Course are located nearby.
The room was cold. An engineer tried to improve the heat, but couldn't, and said the we could turn off the heat and the room would warm up. We turned it off and the room didn't warm up.
Reviewed on Oct 24, 2026
Tarrytown House Estate
Price was $1,297, price is now $1,008 per person
$1,008
per person
Dec 26 - Jan 3
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
It was convenient for our purposes.
Reviewed on Oct 25, 2026
Hotel NoMa, Trademark Collection by Wyndham
Save 100% on your flight
Price was $699, price is now $545 per person
$545
per person
Dec 31 - Jan 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this business-friendly hotel in New Rochelle. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Roc City and Glen Island Park are located nearby.
Luxury NYC Home with Free Parking for 12
Price was $1,602, price is now $1,287 per person
$1,287
per person
Dec 29 - Jan 2
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly villa in White Plains. Enjoy free WiFi, free parking, and a garden. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
THIS IS A SCAM!!! DO NOT BOOK THIS PROPERTY! NO ONE CAN GET IN TOUCH WITH THE OWNER AND EXPEDIA WOULD NOT HELP US FIND ALTERNATE ACCOMMODATIONS. WE GOT THERE WITH NO PLACE TO STAY AND HAD TO FIGURE IT OUT ON OUR OWN AND HAD TO PAY AGAIN. I NOW HAVE TO FIGHT WITH EXPEDIA TO GET MY MONEY BACK.
Reviewed on Oct 12, 2026
Modern Luxury Home w GameRoom & Parking
Save 100% on your flight
Price was $2,962, price is now $2,384 per person
$2,384
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to White Plains (HPN)
Stay at this vacation home in Yonkers. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Yankee Stadium and Bronx Zoo are located nearby.
Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ...
Will use this management and property owner in our upcoming short terms rentals.....
Reviewed on Sep 13, 2026
Hotel Nyack, a JdV by Hyatt Hotel
Price was $1,061, price is now $856 per person
$856
per person
Dec 26 - Jan 3
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Buttermilk Falls Park are located nearby.
Westchester Marriott
Price was $635, price is now $530 per person
$530
per person
Jan 20 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westchester County Center and Orange Trailhead are located nearby.
C
Reviewed on Oct 18, 2026
The Opus Westchester, Autograph Collection
Price was $1,384, price is now $1,162 per person
$1,162
per person
Dec 3 - Dec 6
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
Book a stay at this luxury hotel in White Plains. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Overall wonderful
Reviewed on Oct 24, 2026
Sleepy Hollow Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Sleepy Hollow Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 15 hours ago
$105
Roundtrip
found 15 hours ago
Tue, Jan 26 - Sat, Jan 30
MCO
Orlando Intl.
LGA
LaGuardia
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Tue, Nov 17 - Wed, Nov 18
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$157 Roundtrip, just found
$157
Roundtrip
just found
Thu, Nov 12 - Mon, Nov 16
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$159 Roundtrip, found 15 hours ago
$159
Roundtrip
found 15 hours ago
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